Dialkylamino- and alkoxytrialkylstannanes as reagents for synthesis of organoboryl (trialkylsilyl) ketenes

Николаева, С. Н.; Zolotareva, A. S.; Ponomarev, S. V.; Petrosyan, V. S.

doi:10.1007/bf00717355

Russ Chem Bull

1994

DOI: 10.1007/bf00717355

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Dialkylamino- and alkoxytrialkylstannanes as reagents for synthesis of organoboryl (trialkylsilyl) ketenes

С. Н. Николаева

A. S. Zolotareva

S. V. Ponomarev

et al.

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“…Organometallic substituted alkoxyethynes are attractive starting materials for numerous useful further transformations [2,3]. Our current interest in the 1 , 1 -organoboration of 1alkynyltin compounds [4] prompted us to study the decomposition of ethoxyethynyl(trimethyl)tin, Me3Sn-C =C -O Et (1).…”

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confidence: 99%

Decomposition of Ethoxyethynyl(trimethyl)tin - Studied by ¹¹⁹Sn and ¹³C NMR Spectroscopy

Wrackmeyer

Ponomarev

1999

Zeitschrift Für Naturforschung B

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A lkynes, Ketenes, Tin, NMR DataThe thermally induced decomposition o f ethoxyethynyl(trimethyl)tin (1) was studied by ll9Sn NM R which revealed the formation o f bis(trimethylstannyl) ketene (2) as the major product, bis(trimethylstannyl) acetic acid ethyl ester (3) as a minor product, and a small amount o f tetramethyltin (4). Full NM R data sets, including coupling constants and isotope induced chemical shifts 1 _ \ 12 13C( 1 l9Sn) are provided for 1 -3 . The first example o f ultra-high resolution " 9Sn NM R is shown.

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confidence: 99%

Decomposition of Ethoxyethynyl(trimethyl)tin - Studied by ¹¹⁹Sn and ¹³C NMR Spectroscopy

Wrackmeyer

Ponomarev

1999

Zeitschrift Für Naturforschung B

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Reactions of Boroles Formed by 1,1-Carboboration

Kehr

Daniliuc

et al. 2014

Organometallics

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The borole 2, obtained by 1,1-carboboration of phenylbis(trimethylsilylethynyl)borane with B(C6F5)3, undergoes [4 + 2] cycloaddition reactions with 1-pentyne and with ethene to give the 7-borabicyclo[2.2.1]heptadiene and -heptene derivatives, respectively. The borole 2 reacts with pyridine at room temperature to give a pyridine-stabilized borolium ion. The reaction proceeds by phenyl migration and Me3SiF elimination. Carbon monoxide reacts rapidly with the borole 2 at room temperature to give the unusual ketene derivative 19 with Me3Si migration across the ring system.

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Silylketenes. A bird’s eye view

Pommier¹,

Kocieński²,

Pons³

1998

J. Chem. Soc., Perkin Trans. 1

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Dialkylamino- and alkoxytrialkylstannanes as reagents for synthesis of organoboryl (trialkylsilyl) ketenes

Cited by 3 publications

References 2 publications

Decomposition of Ethoxyethynyl(trimethyl)tin - Studied by ¹¹⁹Sn and ¹³C NMR Spectroscopy

Decomposition of Ethoxyethynyl(trimethyl)tin - Studied by ¹¹⁹Sn and ¹³C NMR Spectroscopy

Reactions of Boroles Formed by 1,1-Carboboration

Silylketenes. A bird’s eye view

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Product

Resources

About

Dialkylamino- and alkoxytrialkylstannanes as reagents for synthesis of organoboryl (trialkylsilyl) ketenes

Cited by 3 publications

References 2 publications

Decomposition of Ethoxyethynyl(trimethyl)tin - Studied by 119Sn and 13C NMR Spectroscopy

Decomposition of Ethoxyethynyl(trimethyl)tin - Studied by 119Sn and 13C NMR Spectroscopy

Reactions of Boroles Formed by 1,1-Carboboration

Silylketenes. A bird’s eye view

Contact Info

Product

Resources

About

Decomposition of Ethoxyethynyl(trimethyl)tin - Studied by ¹¹⁹Sn and ¹³C NMR Spectroscopy

Decomposition of Ethoxyethynyl(trimethyl)tin - Studied by ¹¹⁹Sn and ¹³C NMR Spectroscopy